2-Bromo-5-chloropyridin-4-ol

Name: 2-Bromo-5-chloropyridin-4-ol
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CAS No. 1196145-66-0
Cat. No. CS-0132571
Purity≥98%
MDL No.MFCD13189879

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 1196145-66-0
Cat. No. CS-0132571
Purity ≥98%
MDL No. MFCD13189879
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrClNO
Molecular Weight 208.44
Synonym(s) 2-Bromo-5-chloro-4-hydroxypyridine
SMILES OC1=CC(Br)=NC=C1Cl

Description

2-Bromo-5-chloropyridin-4-ol features a pyridine core functionalized with bromo and chloro substituents at the 2- and 5-positions, respectively, and a hydroxyl group at the 4-position. This electron-deficient heterocycle serves as a key intermediate in the synthesis of bioactive compounds, particularly in medicinal chemistry and agrochemical development. The molecule exhibits enhanced reactivity in palladium-catalyzed cross-coupling processes due to the synergistic influence of the halogen and hydroxyl groups. Its stability under standard bench conditions facilitates handling and integration into multi-step synthetic sequences.

Application

2-Bromo-5-chloropyridin-4-ol serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The hydroxyl group enhances solubility and provides a handle for derivatization, while the bromo and chloro substituents offer sequential functionalization potential. Bench-stable and compatible with standard purification methods, it facilitates efficient access to substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302+H312+H332-H315-H319-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 33.12
LogP 2.2031
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-chloropyridin-4-ol

CAS No. 1196145-66-0

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